That is the crux of the thing, bad or mediocre equipment is boring and does not involve one in the music. Hence the Bose quote.
Regarding sound absolutes. It is not cultural. Were that true than the sound of a nightingale would not be universally appreciated, but would be a cultural phenomenon indigenous to particular cultures. But that song is considered beautifull every where.
An acoustic guitar sounds good to all cultures. The style of music will differ but appreciation for the sound of the instrument remains.
That is the basis for my contention that there are absolutes in sound.
So when you walk by a room and hear some music played; you know if it sounds good or not. Even if you hate the music.

That is why I stopped going to meetings of audiophile clubs; they sit staring at some wall of equipment and no one seems able to admitt what sounds like crap or what sounds great. They make inane comments about soundstage or lower/upper midrange suckout, but cannot tell if it sounds like music or not.

Becoming actively involved in the hobby as you are doen't seem to me to be a drawback even if it takes away from time to listen or causes one to become sidetracked away from the music. I see the two aspects as representing totally different endeavors. Building and maintainig equipment is a satisfaction all it's own. The music and sound offers a n entirely seperate reward.
Regarding how best to pay homage to Miles; maybe just by providing the most musical setting and letting his legacy speak for itself.
Good stuff for a quiet holiday full of snow here!